摘要
2,3∶4,5-双-O-(1-甲基亚乙基)-β-D-吡喃果糖又称为果糖二丙酮(diacetonefructose),是一类重要的药物合成中间体,它是抗癫痫药物托吡酯中的母体部分,在药物合成中具有重要的作用.果糖二丙酮结构中含有手性碳原子,核磁共振(NMR)谱图较为复杂,本文首先应用~1H NMR、^(13)C NMR、DEPT135、~1H-^(13)C HMBC、~1H-^(13)C HSQC、~1H-~1H COSY和NOESY实验对果糖二丙酮的~1H和^(13)C NMR信号进行了指认归属,确定了其空间构型.然后,利用计算化学的方法对其结构进行了模拟,进一步佐证了该构型的正确性.
2,3∶4,5-bis-O-(1-methyl ethylidene)-β-D-fructopyranose is also called diacetonefructose,which is an importantintermediate for drug synthesis,and contains chiral carbon atoms.In this study,one-dimensional(i.e.,1H NMR,13C NMRand DEPT135)and two-dimensional(i.e.,1H-13C HMBC,1H-13C HSQC,1H-1H COSY and NOESY)NMR methods wereused to elucidate the structure of this compound.The1H and13C NMR chemical shifts of the compound were assigned.Theoretical calculation was used to confirm the correctness of the stereochemistry configuration deduced from the NMRdata.
作者
孙伟
厍梦尧
宗春蕾
高翔
郭娟
SUN Wei;SHE Meng-yao;ZONG Chun-lei;GAO Xiang;GUO Juan(Key Laboratory of Synthetic and Natural Functional Molecular Chemistry, Ministry of Education, College of Chemistry & Mate rial Science,Northwest University, Xi'an 710127, China;State Key Laboratory of Continental Dynamics, Department of Geology, Northwest University, Xi'an 710029, China)
出处
《波谱学杂志》
CAS
CSCD
北大核心
2017年第3期329-337,共9页
Chinese Journal of Magnetic Resonance
基金
陕西省自然科学基金资助项目(2010JM2001)
关键词
液体核磁共振(NMR)
归属
果糖二丙酮
计算化学
liquid-state NMR
chemical shift assignment
diacetonefructose
theoretical calculation
